Novel mutual pro-drugs of 2',3'-dideoxyinosine with 3-octadecyloxy-propane-1,2-diol by straightforward enzymatic regioselective synthesis in acetone

Biotechnol Lett. 2005 Jan;27(2):113-7. doi: 10.1007/s10529-004-7335-1.

Abstract

Novel mutual pro-drugs in which 2',3'-dideoxyinosine anti-HIV (human immunodeficiency virus) drug and 3-octadecyloxy-propane-1,2-diol anti-inflammatory drug were attached to the same molecule via different biodegradable linkages, were synthesized through two-step enzymatic transesterification by a commercial lipase in acetone.

MeSH terms

  • Acetone
  • Anti-HIV Agents / chemical synthesis
  • Anti-HIV Agents / chemistry
  • Anti-Inflammatory Agents / chemical synthesis
  • Anti-Inflammatory Agents / chemistry
  • Biochemistry / methods*
  • Didanosine / chemical synthesis*
  • Didanosine / chemistry
  • Enzymes, Immobilized / chemistry
  • Enzymes, Immobilized / metabolism
  • Esterification
  • Glyceryl Ethers / chemical synthesis*
  • Glyceryl Ethers / chemistry
  • Lipase / chemistry
  • Lipase / metabolism
  • Prodrugs / chemical synthesis*

Substances

  • Anti-HIV Agents
  • Anti-Inflammatory Agents
  • Enzymes, Immobilized
  • Glyceryl Ethers
  • Prodrugs
  • Acetone
  • batyl alcohol
  • Lipase
  • Didanosine